20

5-Bedroom Houses for Sale in Middlesex County CT

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  • /39

    $2,750,000

    • 10 Beds
    • 8.5 Baths
    • 6,588 Sq Ft

    10 & 12 Firetower Rd, Killingworth, CT 06419

    Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (860) 431-3151

    10 & 12 Firetower Rd, Killingworth, CT 06419
  • /40

    $550,000

    • 5 Beds
    • 2 Baths
    • 5,678 Sq Ft

    1066 Washington St, Middletown, CT 06457

    This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

    Agent Photo

    Donna-Jean Dargie

    Eagle Eye Realty PLLC

    (860) 421-4629

    1066 Washington St, Middletown, CT 06457
  • /29

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    14 Kenilworth Dr, Killingworth, CT 06419

    Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 775-6542

    14 Kenilworth Dr, Killingworth, CT 06419
  • /35

    $1,275,000

    • 6 Beds
    • 3 Baths
    • 3,869 Sq Ft

    9 Turnstone Rd, Essex, CT 06426

    A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

    Rick Weiner William Pitt Sotheby's Int'l

    9 Turnstone Rd, Essex, CT 06426
  • /40

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 5,980 Sq Ft

    4 Laconia Dr, Clinton, CT 06413

    Welcome to 4 Laconia Drive, where timeless elegance meets modern sophistication. Nestled within Lake Laconia Estates, this 4,500 sq ft estate on 1.84 acres offers a curated balance of timeless architecture and modern refinement. Private lake access, a private corner lot, and thoughtfully renewed interiors create a lifestyle of both elegance and ease. From the moment you step inside, the attention

    Larry Bevilacqua RE/MAX Legends

    4 Laconia Dr, Clinton, CT 06413
  • /40

    $1,250,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 6 Baths
    • 4,932 Sq Ft

    29 High Point Dr, East Hampton, CT 06424

    This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the quaint and charming Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light throughout. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with

    Mark Graf Berkshire Hathaway NE Prop.

    29 High Point Dr, East Hampton, CT 06424
  • /28

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 5,768 Sq Ft

    114 Walkley Hill Rd, Haddam, CT 06438

    A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand circa-1860 manor impeccably remodeled in 2023. Set on 9.69 breathtaking acres, this estate creates a seamless blend of timeless elegance and modern convenience, with glimpses of the Connecticut River from its serene, rolling landscape. A sweeping circular drive leads to the stately home,

    Casey Fisher Houlihan Lawrence WD

    114 Walkley Hill Rd, Haddam, CT 06438
  • /11

    $1,999,000

    • 7 Beds
    • 2.5 Baths
    • 3,308 Sq Ft

    148 Wallingford Rd, Durham, CT 06422

    The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

    Gary Dobratz Century 21 AllPoints Realty

    148 Wallingford Rd, Durham, CT 06422
  • /32

    $550,000

    • 6 Beds
    • 4.5 Baths
    • 5,124 Sq Ft

    101 High St, Middletown, CT 06457

    Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The

    Lisa Campo William Raveis Real Estate

    101 High St, Middletown, CT 06457
  • /40

    $899,999

    • 5 Beds
    • 3.5 Baths
    • 5,112 Sq Ft

    3 Smith Farm Rd, Cromwell, CT 06416

    Welcome to 3 Smith Farm Road, a beautifully maintained 5-bedroom, 3 1/2 bath single-family home offering over 3,400 sqft. plus over 1,700 sqft. finished basement. Updated with modern finishes, this home blends style, space, luxury and function. The remodeled kitchen opens seamlessly to the living room, while the first-floor primary suite features a remolded full bath and oversized walk-in closet.

    Alexander Karkos Century 21 Clemens Group

    3 Smith Farm Rd, Cromwell, CT 06416
  • /40

    $999,999

    • 5 Beds
    • 6 Baths
    • 5,028 Sq Ft

    1 Lake Louise Dr, Westbrook, CT 06498

    Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

    David Hughes Century 21 AllPoints Realty

    1 Lake Louise Dr, Westbrook, CT 06498
  • /34

    $285,000

    • 5 Beds
    • 2 Baths
    • 1,869 Sq Ft

    14 Main St, East Hampton, CT 06424

    Welcome to 14 Main Street in the heart of East Hampton! This spacious 5-bedroom, 2-bath colonial sits on a level lot in a prime, convenient location. Just a short stroll to the village center, restaurants, and shopping, you'll love the walkable lifestyle this property offers. With classic colonial charm and plenty of space, this home is full of potential - bring your vision and make it your own.

    Carl Guild Carl Guild & Associates

    14 Main St, East Hampton, CT 06424
  • /40

    $614,900

    • 5 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    23 Falmouth Ct, Middletown, CT 06457

    Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

    Kristin Callahan eXp Realty

    23 Falmouth Ct, Middletown, CT 06457
  • /40

    $899,000

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    408 Stage Coach Rd, Durham, CT 06422

    Tucked away on 20.54 scenic acres, this expansive 5-bedroom, 3.5-bath home with a flexible in-law suite offers exceptional privacy and space inside and out. Just minutes from Yale, local amenities, and the Connecticut shoreline, it's the perfect blend of country living and convenience. With approx. 1.4 miles of private hiking trails, a spring-fed pond, and open fields, it's a haven for outdoor

    John Armellino William Raveis Real Estate

    408 Stage Coach Rd, Durham, CT 06422
  • /40

    $4,450,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

    Rick Weiner William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • /40

    $895,000 Open Sat 10AM - 11:30AM

    • 5 Beds
    • 3 Baths
    • 2,898 Sq Ft

    26 College St, Old Saybrook, CT 06475

    Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between

    Joel Lucas Coldwell Banker Realty

    26 College St, Old Saybrook, CT 06475
  • /38

    $699,000

    • 5 Beds
    • 2 Baths
    • 2,010 Sq Ft

    58 Middle Haddam Rd, East Hampton, CT 06424

    Dreaming of a lifestyle reminiscent of years past? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just 2 hours from New York City!! An eclectic blend of historic character and modern amenities describes this property, built in 1780 and listed on the National registry of Historic Places. Set on a picturesque 0.7

    Gigi Giordano Taylor Compass Connecticut, LLC

    58 Middle Haddam Rd, East Hampton, CT 06424
  • /39

    $899,000

    • 5 Beds
    • 3 Baths
    • 5,664 Sq Ft

    26 Old Wallingford Rd, Durham, CT 06422

    Welcome to your dream retreat nestled among lightly wooded surroundings with picturesque pond views! This stunning 4-bedroom, 3.5-bathroom home offers an array of unique features and versatile living spaces, making it an ideal escape for a serene getaway, a thriving bed and breakfast, or a cozy homestead. Located conveniently close to Powder Ridge, and one mile from Durham center. Enthusiasts

    Alan Spotlow William Raveis Real Estate

    26 Old Wallingford Rd, Durham, CT 06422
  • /13

    $2,800,000

    • 15 Beds
    • 7.5 Baths
    • 10,623 Sq Ft

    153 Wallingford Rd, Durham, CT 06422

    This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding

    Gary Dobratz Century 21 AllPoints Realty

    153 Wallingford Rd, Durham, CT 06422
  • /40

    $9,850,000 Coming Soon

    • 5 Beds
    • 7.5 Baths
    • 9,481 Sq Ft

    20 Saltus Dr, Old Saybrook, CT 06475

    An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
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